108 Homestead Street
Massive turnkey four-family investment in Dorchester
Location
Dorchester, MASold Price
$1,580,000Sold Date
August 8, 2025Bedrooms
10Bathrooms
7Square Footage
6,109 Sq FtLot Size
-Year Built
1900Fully renovated units with high rental income potential
One of a kind, massive 4 Family located on the Dorchester/Roxbury line. All 4 units are turn key with market rents and have all been completely renovated. This home would also be perfect for a potential condo conversion. The two top units are extremely spacious 3 bed 1 1/2 baths with a private deck with central air, in unit washer and dryers and updated kitchen with stainless steel appliances.
There is one 2/3 bed 2 bath unit that includes an eat in kitchen and offers a huge master bedroom with an ensuite bath that has also been fully renovated early this year. The lower level unit has also been completely renovated with custom cabinetry, a brand new bath and much more! This building generates just under $13,000.00 a month, with the potential to earn even more. You won't want to miss this one!
Finding a home that felt bright, artful, and uniquely us felt like searching for a unicorn. We knew Trevor personally and had no doubt he was the right person to help us—he’s kind, thoughtful, and incredibly detail-oriented.
He guided us through a competitive market with care and strategy, helping us stay within our means while putting together the strongest offer possible. Thanks to Trevor, we found our dream home in Jamaica Plain, and I still can’t believe we get to live here.
Kim
Homebuyer
Kim shares how Trevor Wissink-Adams helped them win a multi-offer home and plan for multi-generational living with expert support.
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One-of-a-Kind Service
Protect yourself from unwarranted price increases.
Expert Market Analysis
Accurate, data-informed insights shaped by neighborhood knowledge.
Strategic Buying Plan
A clear path forward—from narrowing priorities to writing winning, confident offers.
Personalized Support
Response, human-centered service tailored to your needs, timeline, and comfort.